2-[(3,4-Dihydroxy-4-methoxyoxolan-2-yl)oxymethyl]-6-(2-methoxy-4-prop-2-enylphenoxy)oxane-3,4,5-triol

Details

• Internal ID: c5bf97d6-c18c-430f-b13b-d55de875ee52
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-[(3,4-dihydroxy-4-methoxyoxolan-2-yl)oxymethyl]-6-(2-methoxy-4-prop-2-enylphenoxy)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)CC=C)OC2C(C(C(C(O2)COC3C(C(CO3)(O)OC)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC=C)OC2C(C(C(C(O2)COC3C(C(CO3)(O)OC)O)O)O)O
• InChI: InChI=1S/C21H30O11/c1-4-5-11-6-7-12(13(8-11)27-2)31-19-17(24)16(23)15(22)14(32-19)9-29-20-18(25)21(26,28-3)10-30-20/h4,6-8,14-20,22-26H,1,5,9-10H2,2-3H3
• InChI Key: LDBBMLXDYNZJSP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₁₁
• Molecular Weight: 458.50 g/mol
• Exact Mass: 458.17881177 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.32
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6306	63.06%
Caco-2	-	0.8300	83.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6704	67.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8788	87.88%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6055	60.55%
P-glycoprotein inhibitior	-	0.6923	69.23%
P-glycoprotein substrate	-	0.5224	52.24%
CYP3A4 substrate	+	0.6360	63.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7693	76.93%
CYP3A4 inhibition	-	0.7904	79.04%
CYP2C9 inhibition	-	0.8620	86.20%
CYP2C19 inhibition	-	0.7988	79.88%
CYP2D6 inhibition	-	0.8724	87.24%
CYP1A2 inhibition	-	0.8437	84.37%
CYP2C8 inhibition	+	0.7500	75.00%
CYP inhibitory promiscuity	-	0.7603	76.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6643	66.43%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9601	96.01%
Skin irritation	-	0.8009	80.09%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3662	36.62%
Micronuclear	-	0.6126	61.26%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7716	77.16%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7982	79.82%
Acute Oral Toxicity (c)	III	0.6398	63.98%
Estrogen receptor binding	+	0.6370	63.70%
Androgen receptor binding	-	0.6765	67.65%
Thyroid receptor binding	+	0.5644	56.44%
Glucocorticoid receptor binding	-	0.4858	48.58%
Aromatase binding	+	0.6112	61.12%
PPAR gamma	+	0.6832	68.32%
Honey bee toxicity	-	0.7316	73.16%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9423	94.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.50%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.27%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.46%	92.94%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	90.44%	85.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.75%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.70%	86.33%
CHEMBL4208	P20618	Proteasome component C5	88.30%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.26%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.22%	92.62%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.72%	89.44%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.95%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.56%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.25%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.72%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.53%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.87%	90.24%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.07%	97.50%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.82%	89.67%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.63%	89.62%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	80.49%	99.09%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	80.13%	97.88%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.08%	96.90%

Plants that contains it

• Sapindus mukorossi
• Tinospora sinensis

Cross-Links

• PubChem: 162883467
• LOTUS: LTS0249234
• wikiData: Q105150136